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(2e)-3-(3-bromophenyl)acrylic Acid


Properties
Product Name (2E)-3-(3-bromophenyl)acrylic acid
Cas Number 6289-46-9
Formula C9H7BrO2
Molar Mass 227.06 g/mol
Appearance White to off-white solid
Melting Point 190-194 °C
Boiling Point Not applicable
Solubility Slightly soluble in water
Density Not available
Pka Not available
Flash Point Not applicable
Refractive Index Not applicable
Stability Stable under normal conditions
Hazard Classification Not classified as hazardous
Storage Conditions Store in a cool, dry place
FAQ

What are the applications of (2E)-3-(3-bromophenyl)acrylic acid?

(2E)-3-(3 - bromophenyl)acrylic acid has several applications in different fields.The use of (2E)-3 - (3 - bromophenyl-)acrylic acid is varied.
In the pharmaceutical industry, it can serve as an important intermediate for the synthesis of various drugs.It can be used as an intermediate in the pharmaceutical industry to synthesize various drugs. Its unique structure with the bromine - substituted phenyl group and the acrylic acid moiety provides reactivity patterns that can be exploited in drug - making processes.Its unique structure, with the bromine-substituted phenyl moiety and the acrylic acid group, provides reactivity patterns which can be exploited during drug-making processes. For example, the double bond in the acrylic acid part can be used in addition reactions to incorporate other functional groups, which may be crucial for achieving the desired biological activity of a drug molecule.The double bond in the part of acrylic acid can be used to incorporate other functional groupings, which could be crucial in achieving the desired biological activities of a drug. The bromine atom can also participate in substitution reactions, allowing for the attachment of specific side - chains that can modify the pharmacokinetic and pharmacodynamic properties of the final drug product.The bromine atom may also be used in substitution reactions to attach specific side-chains that can alter the pharmacokinetics and pharmacodynamics of the final drug.

In materials science, (2E)-3-(3 - bromophenyl)acrylic acid can be used in the synthesis of specialty polymers.In materials science, the synthesis of specialty plastics can be done using (2E)-3 -(3-bromophenyl-acrylic acid. By polymerizing this compound either alone or in combination with other monomers, polymers with tailored properties can be obtained.Polymers with tailored properties are obtained by polymerizing this monomer alone or in combination. The bromine - containing phenyl group can enhance the thermal stability and flame - retardant properties of the resulting polymers.The bromine-containing phenyl groups can improve the thermal stability and flame retardant properties of the polymers. The acrylic acid part enables cross - linking reactions, which can improve the mechanical strength and chemical resistance of the polymers.The acrylic acid component can be used to cross-link reactions that improve the chemical resistance and mechanical strength of the polymers. These polymers can find applications in areas such as coatings, where properties like durability, heat resistance, and flame retardancy are highly valued.These polymers are useful in coatings where properties such as heat resistance, durability, and flame retardancy, are highly valued.

In the field of organic synthesis, it is a valuable building block.It is a very useful building block in the field of organic syntheses. Chemists can use it to construct more complex organic molecules through a series of reactions.Chemists use it to build more complex organic molecules by a series reactions. For instance, the carboxylic acid group can be transformed into esters, amides, or other derivatives.The carboxylic acid group, for example, can be converted into esters, amino acids, or other derivatives. The double bond can be subjected to various addition reactions like hydrohalogenation, hydroxylation, or cycloaddition reactions.The double bond is susceptible to a variety of addition reactions, such as hydrohalogenation or hydroxylation. These reactions can lead to the formation of a wide range of compounds with different functional group arrangements, which are useful in both academic research and industrial production of fine chemicals.These reactions can produce a variety of compounds with different functional groups, which are useful for both academic research and industrial production.

In the agrochemical industry, derivatives of (2E)-3-(3 - bromophenyl)acrylic acid might potentially be developed into pesticides or plant growth regulators.In the agrochemical sector, derivatives of (2E - 3-(3 -bromophenyl-acrylic acid) could be developed as pesticides or plant regulators. The specific structure of the compound could interact with biological targets in pests or plants in a way that either controls pest populations or modulates plant growth.The structure of the compound may interact with biological targets within pests or plants to either control pest populations or modulate plant growth. For example, it could be designed to inhibit certain enzymes in pests, leading to their death, or to influence hormonal signaling pathways in plants to enhance crop yields or improve plant stress tolerance.It could, for example, be designed to inhibit specific enzymes in pests and cause their death or to influence hormonal signals pathways in plants in order to increase crop yields or improve stress tolerance.

What are the properties of (2E)-3-(3-bromophenyl)acrylic acid?

(2E)-3-(3-bromophenyl)acrylic acid is an organic compound with specific properties.
Physical properties:Physical Properties
In terms of appearance, it is likely to be a solid at room temperature.It is likely to appear as a solid when at room temperature. The presence of the benzene ring and the carboxylic acid group contributes to its relatively high melting point.The presence of benzene rings and carboxylic acids contributes to the relatively high melting point. The bromine atom on the phenyl ring also affects its physical state.The bromine atom in the phenyl group also affects its state. The compound has a defined molecular structure which impacts its crystal packing and overall physical form.The molecular structure of the compound affects its crystal packing, and overall physical form. The carboxylic acid group (-COOH) is polar, which can lead to hydrogen bonding.The carboxylic group (-COOH), which is polar, can lead to hydrogen bonds. This hydrogen bonding can influence its solubility properties.This hydrogen bonding may influence its solubility. It may have some solubility in polar solvents such as water, alcohols, and carboxylic acid solvents due to the ability of the -COOH group to form hydrogen bonds with the solvent molecules.It may be soluble in polar solvents like water, alcohols and carboxylic acids due to the ability for the -COOH to form hydrogen bond with the solvent molecules. However, the hydrophobic nature of the bromophenyl group restricts its solubility in water to a certain extent.The hydrophobicity of the bromophenyl groups limits its solubility to some extent in water. It is likely more soluble in organic solvents like dichloromethane, chloroform, and ethyl acetate, which can interact with the non - polar parts of the molecule through van der Waals forces.It is more soluble in organic solvants like dichloromethane and chloroform.

Chemical properties:Chemical properties
The carboxylic acid group is highly reactive.The carboxylic acid group has a high level of reactivity. It can participate in acid - base reactions.It can be involved in acid-base reactions. It can donate a proton (H+) in the presence of a base, forming a carboxylate anion.It can donate a proton (H+) when a base is present, forming a carboxylate anion. For example, reacting with sodium hydroxide (NaOH), it will form the corresponding sodium carboxylate salt and water.When it reacts with sodium hydroxide, it forms the sodium carboxylate salt as well as water. This property makes it useful in the synthesis of various carboxylate derivatives.This property makes it useful for the synthesis of carboxylate derivatives. The double bond in the acrylic acid part of the molecule is also a site of reactivity.The double bond of the acrylic acid molecule is also a reactivity site. It can undergo addition reactions.It can undergo addition reaction. For instance, it can react with bromine (Br2) in an addition reaction across the double bond, adding two bromine atoms to the molecule.It can, for example, react with bromine in an addition across the double bond. This adds two bromine atoms. This reaction is characteristic of alkenes.This reaction is typical of alkenes. The bromine atom on the phenyl ring can also participate in substitution reactions under appropriate conditions.Under the right conditions, the bromine atom can also participate in substitutions. Nucleophilic aromatic substitution reactions can occur where a nucleophile can replace the bromine atom, given the right reaction conditions such as the presence of a strong base and heat.When the right conditions are met, such as heat and a strong base, a nucleophile may replace the bromine. The presence of the conjugated system in the molecule, consisting of the double bond and the phenyl ring, affects its electronic properties and reactivity.The presence of a conjugated system, consisting of a double bond and phenyl rings, in the molecule affects its electronic properties. Conjugation can stabilize the molecule to some extent and also influence the absorption of light in the ultraviolet - visible region, which may be relevant in spectroscopic analysis of the compound.Conjugation may stabilize the molecule and influence the absorption light in the UV-visible region. This can be useful in spectroscopic analyses of the compound.

How to synthesize (2E)-3-(3-bromophenyl)acrylic acid?

(2E)-3-(3 - bromophenyl)acrylic acid can be synthesized through the following general approach.The following general approach can be used to synthesize (2E)-3(3 -bromophenyl-)acrylic acid.
One common method is based on the Knoevenagel condensation reaction.One method is based upon the Knoevenagel reaction. Start with 3 - bromobenzaldehyde as the starting aromatic aldehyde.Start with 3-bromobenzaldehyde, an aromatic aldehyde. Combine it with a suitable malonic acid derivative, typically malonic acid itself, in the presence of a base catalyst.In the presence of a catalyst, combine it with a malonic derivative (usually malonic itself) and a suitable malonic base. A weak base like pyridine can be used.You can use a weak base, such as pyridine. The reaction mixture is heated under reflux conditions.The reaction mixture is heated in reflux conditions. During the reaction, the aldehyde group of 3 - bromobenzaldehyde reacts with the active methylene group of malonic acid.During the reaction the aldehyde of 3-bromobenzaldehyde is reacting with the active methylene of malonic acid. The base first deprotonates the malonic acid, generating a reactive enolate ion.The base deprotonates malonic acid first, generating an enolate reactive ion. This enolate then attacks the carbonyl carbon of 3 - bromobenzaldehyde.This enolate attacks the carbonyl of 3 -bromobenzaldehyde. Subsequently, a series of proton - transfer and elimination steps occur.Then, a series proton-transfer and elimination steps are performed. The elimination of carbon dioxide from the intermediate formed leads to the formation of the double bond, resulting in the production of (2E)-3-(3 - bromophenyl)acrylic acid.The elimination of carbon from the intermediate forms leads to the formation a double bond and the production of (2E-3)-3-(3-bromophenyl-acrylic acid.

Another possible route could involve a Wittig - type reaction.A Wittig-type reaction is another possible route. First, prepare a phosphonium ylide.Prepare a phosphonium-ylide first. For example, react triphenylphosphine with an appropriate alkyl halide, which could be related to the desired side - chain structure.React triphenylphosphine, for example, with an alkylhalide that is related to the desired structure of the side-chain. Then, react this phosphonium ylide with 3 - bromobenzaldehyde.This phosphonium-ylide is then reacted with 3-bromobenzaldehyde. The ylide reacts with the aldehyde in a [2 + 2] - like cycloaddition - elimination sequence.The ylide reacts in a [2+2] -like cycloaddition-elimination sequence with the aldehyde. The initial adduct formed undergoes elimination to give the (2E)-3-(3 - bromophenyl)acrylic acid, with the double bond having the E - configuration due to the stereochemistry of the Wittig reaction mechanism.The initial adduct is eliminated to give the (2E-3)-3-(3-bromophenyl-acrylic acid. Due to the stereochemistry, the Wittig mechanism has a double bond with an E-configuration.

After the reaction is complete, regardless of the method used, the product needs to be isolated and purified.After the reaction has been completed, the product must be isolated and purified, regardless of how it was performed. The reaction mixture may be cooled and then acidified if a basic catalyst was used.If a basic catalyser was used, the reaction mixture can be cooled down and then acidified. The crude product can be extracted using an appropriate organic solvent, such as ethyl acetate.The crude product is extracted using a suitable organic solvent such as ethyl-acetate. The organic layer is then washed with water and brine to remove impurities.The organic layer is washed in water and brine, to remove impurities. The solvent is evaporated under reduced pressure to obtain the crude solid product.The solvent is evaporated under reduced pressure in order to obtain the crude product. Further purification can be achieved by recrystallization from a suitable solvent system, like a mixture of ethanol and water.Recrystallization of a suitable solvent, such as a mixture ethanol/water, can be used to purify the product further. This helps to remove any remaining impurities and obtain pure (2E)-3-(3 - bromophenyl)acrylic acid.This helps remove any remaining impurities to obtain pure (2E-3)-(3-bromophenyl-acrylic acid.

What is the stability of (2E)-3-(3-bromophenyl)acrylic acid?

(2E)-3-(3 - bromophenyl)acrylic acid is an organic compound.It is an organic compound. Its stability can be analyzed from several aspects.Its stability is analyzed in several ways.
1. Chemical Structure and Intrinsic StabilityChemical Structure and Intrinsic stability
The double bond in (2E)-3-(3 - bromophenyl)acrylic acid is in the trans (E) configuration.The double bond in (2E-3)-(3-bromophenyl-acrylic acid has a trans (E). The trans - double bond is generally more stable than the cis - isomer due to reduced steric hindrance.Due to reduced steric hinderance, the trans - double bonds are generally more stable than their cis – isomers. The phenyl group with a bromine substitution at the 3 - position is attached to the acrylic acid moiety.The acrylic acid moiety is attached to a phenyl group that has a bromine substituted at the 3 – position. The benzene ring is a relatively stable aromatic system, which imparts some degree of stability to the overall molecule through resonance effects.The benzene system is a relatively stable aromatic ring, which confers some stability to the overall molecular structure through resonance effects. The bromine atom on the phenyl ring, while it can influence reactivity, does not significantly disrupt the fundamental stability provided by the aromaticity of the benzene ring.While the bromine atom can affect reactivity, it does not disrupt the fundamental stability of the benzene rings. The carboxylic acid group (-COOH) is a common functional group.The carboxylic group (-COOH), is a functional group that is common. Although it can participate in various reactions such as acid - base reactions and esterification, in its undisturbed state, it is a stable part of the molecule.It can be involved in many reactions, such as acid-base reactions and esterification. However, it is stable in its natural state.

2. Thermal StabilityThermal Stability
Regarding thermal stability, the compound is likely to be stable up to a certain temperature.The compound is likely stable up to a specific temperature. The aromatic ring and the double bond have some resistance to thermal degradation.The aromatic ring, as well as the double bond, are resistant to thermal degradation. However, at high temperatures, various processes can occur.At high temperatures, however, a variety of processes can occur. The carboxylic acid group might undergo decarboxylation, especially if there are no stabilizing factors to prevent the loss of carbon dioxide.Decarboxylation of the carboxylic acid group is possible, especially if stabilizing factors are not present to prevent carbon dioxide loss. The double bond could potentially participate in thermal isomerization reactions or polymerization reactions if conditions are favorable.If conditions are favorable, the double bond may participate in thermal polymerization or isomerization. The bromine atom on the phenyl ring might also be involved in thermal - induced substitution or elimination reactions at elevated temperatures.The bromine on the phenyl rings could also be involved in thermal-induced substitution or elimination at elevated temperatures. But generally, in the absence of catalysts or extremely high temperatures, (2E)-3-(3 - bromophenyl)acrylic acid can maintain its structure up to a moderately high temperature range, perhaps in the range where typical organic compounds start to show signs of decomposition, around several hundred degrees Celsius.In general, without catalysts or at extremely high temperatures, (2E-3)-3-(3-bromophenyl-acrylic acid is able to maintain its structure to a moderately higher temperature, perhaps around the range in which typical organic compounds begin to decompose, around several hundred degree Celsius.

3. Stability in Different EnvironmentsStability in different environments
In an acidic environment, the carboxylic acid group remains protonated, and the overall stability of the molecule is relatively high as long as the acid does not catalyze other side reactions such as double - bond isomerization or substitution at the phenyl ring.In an acidic environment the carboxylic group remains protonated. The overall stability of the molecules is relatively high, as long as the acid doesn't catalyze any other side reactions, such as double-bond isomerization, or substitution at phenyl rings. In a basic environment, the carboxylic acid will be deprotonated to form a carboxylate anion.In a basic atmosphere, the carboxylic acids will deprotonate to form carboxylate anion. This can potentially affect the reactivity of the molecule, but the overall structure remains relatively stable.The reactivity of a molecule can be affected, but the structure is relatively stable. In an oxidizing environment, the double bond and the benzene ring could potentially be oxidized.In an oxidizing atmosphere, the double bonds and the benzene rings could be oxidized. The double bond is more susceptible to oxidation by strong oxidizing agents, which could lead to the formation of epoxides or cleavage products.The double bond is more prone to oxidation, which can lead to epoxides and cleavage products. In a reducing environment, the double bond might be reduced to a single bond, but the overall structure of the molecule would still be intact to a large extent, depending on the reducing agent and reaction conditions.In a reducing atmosphere, the double bonds may be reduced to single bonds, but the overall structure would still be intact, depending on the reaction conditions and the reducing agent. Overall, (2E)-3-(3 - bromophenyl)acrylic acid has a reasonable level of stability under normal storage and handling conditions but can react under specific chemical and thermal conditions.Overall, (2E-3)-(3-bromophenylacrylic acid is stable under normal storage and handling but can react in specific chemical and temperature conditions.

What are the safety precautions when handling (2E)-3-(3-bromophenyl)acrylic acid?

(2E)-3-(3 - bromophenyl)acrylic acid is a chemical compound.Chemically, (2E)-3(3-bromophenyl-acrylic acid) is a compound. When handling it, several safety precautions should be taken.It is important to take safety precautions when handling it.
First, in terms of personal protective equipment.Personal protective equipment is the first thing to consider. Wear appropriate protective clothing, such as a laboratory coat, to prevent the chemical from coming into contact with your skin.Wear protective clothing such as a lab coat to prevent the chemical coming into contact with you. Gloves made of suitable materials like nitrile are essential.Gloves made from nitrile or other suitable materials are essential. Nitrile gloves offer good resistance to a variety of chemicals and can protect your hands from potential contact with (2E)-3-(3 - bromophenyl)acrylic acid, which might cause skin irritation.Nitrile gloves are resistant to many chemicals and can protect you from skin irritations caused by (2E)-3 -(3-bromophenyl-acrylic acid. Additionally, safety goggles should be worn at all times.Safety goggles must also be worn at any time. This compound could potentially splash into your eyes during handling, and goggles provide a barrier to protect your eyes from any harmful effects, including possible chemical burns or irritation.Goggles protect your eyes against any harmful effects such as chemical burns and irritation.

Second, ensure proper ventilation. Work in a well - ventilated area, preferably a fume hood.Work in an area that is well-ventilated, preferably with a fume hood. (2E)-3-(3 - bromophenyl)acrylic acid may emit vapors that could be harmful if inhaled.Inhaling vapors from (2E)-3 - (3 - bromophenyl-acrylic acid can be harmful. A fume hood effectively captures and exhausts these vapors, reducing the risk of respiratory problems.A fume hood can capture and exhaust these vapors to reduce the risk of respiratory issues. Inhalation of the chemical's vapors might lead to symptoms such as coughing, shortness of breath, or irritation of the respiratory tract.Inhaling the vapors of the chemical can cause symptoms such as coughing or shortness of breathe.

Third, be careful during handling operations.Third, be cautious when handling the compound. When weighing or transferring the compound, use proper laboratory equipment.Use the proper laboratory equipment when weighing or transferring a compound. Avoid creating dust as it can be easily inhaled.Avoid creating dust, as it is easily inhaled. If pouring the substance, do it slowly and carefully to prevent splashing.Pour the substance slowly and carefully to avoid splashing. Also, make sure all containers are properly labeled with the name of the compound, any relevant hazard warnings, and the date of storage.Be sure to label all containers with the compound name, any relevant warnings and the storage date. This helps in easy identification and also ensures that other laboratory workers are aware of the potential risks associated with the chemical.This allows for easy identification, and ensures that other lab workers are aware of any potential risks associated with a chemical.

Fourth, in case of accidental contact.Fourth, in the event of accidental contact. If the chemical comes into contact with the skin, immediately rinse the affected area with plenty of water for at least 15 minutes.If the chemical gets on your skin, rinse it immediately with plenty of water and for at least 15 mins. Then, remove any contaminated clothing and seek medical attention if irritation persists.If irritation persists, remove all contaminated clothing. Seek medical attention. If it gets into the eyes, flush the eyes with copious amounts of water for at least 15 minutes, lifting the eyelids occasionally to ensure thorough rinsing, and seek immediate medical help.If it gets in the eyes, rinse them with plenty of water for 15 minutes, lifting your eyelids periodically to ensure thorough rinsing. Seek immediate medical attention if irritation persists. In case of inhalation, move to fresh air immediately.In the event of inhalation, get to fresh air as soon as possible. If breathing is difficult, provide artificial respiration if trained to do so and call for emergency medical assistance.If breathing is difficult provide artificial respiration, if you are trained to do so, and call emergency medical assistance.

Finally, proper storage is crucial.It is important to store the acid properly. Store (2E)-3-(3 - bromophenyl)acrylic acid in a cool, dry place away from heat sources and incompatible substances.Store (2E)-3 -(3 – bromophenyl-acrylic acid) in a cool and dry place, away from heat sources. Keep it in a tightly sealed container to prevent evaporation and potential leakage.Store it in a tightly-sealed container to prevent evaporation. This helps maintain the integrity of the compound and reduces the risk of exposure.This will help maintain the integrity and reduce the risk of exposure.